N-轴套索冠醚 Ⅱ.N-(2-对甲苯磺酰胺基乙基)单氮冠醚的合成法研究和质谱  

N-PIVOT LARIAT ETHERS Ⅱ. Studies on the Syntheric method of N-(2-Tosylamidoethyl)-monoazacrown Ethers and MS

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作  者:秦圣英[1] 刘学明[2] 

机构地区:[1]四川大学化学系 [2]湖北工学院食品工业系

出  处:《四川大学学报(自然科学版)》1993年第2期227-232,共6页Journal of Sichuan University(Natural Science Edition)

摘  要:研究了N-对甲苯磺酰基乙二胺与相应多甘醇二碘化物的N-烷基化环化反应和N-(2-对甲苯磺酰胺基乙基)二乙醇胺与相应多甘醇二对甲苯磺酸酯的O-烷基化环化反应,并进行了比较。表明,由前—反应可制得N-(2-对甲苯磺酰胺基乙基)单氮-12-冠-4和-15-冠-5,但未能获得更大环腔的N-(2-对甲苯磺酰胺基乙基)单氮-18-冠-6;由后—反应,均能以良好产率合成出上述3个冠醚.考查了这类新冠醚的质谱,讨论了主要碎片离子生成的途径及其相关的裂解规律。Both the N-cyclo-alkylation of N-tosylethylenediamine with appropriate polyglycol diiodide and the O- cyclo- alkylation of N- ( 2- Tosylamidoethyl) diethanolamine with appropriate polyglycol ditosylate were studied, meanwhile the two kinds of syntheric methods were compared. It was found that N-(2-tosylamidoethyl)-monoaza-12-crown-4 and -15-crown-5 could be obtained by the former reaction but this method becomes invalid to obtain -18-crown- 6, however the above three crown ethers were successfully synthesized in good yield by the latter reaction. Furthermore, the MS of these new crown ethers were investigated and the possible fragmentation pathway together with their relevant regularity of fragmentation were also accounted for.

关 键 词:套索冠醚 单氮杂冠醚 烷基化环化 

分 类 号:O623.425[理学—有机化学]

 

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